(3R)-3-methyl-4-(6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine

Base Information

• Chemical Name: (3R)-3-methyl-4-(6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine
• CAS No.: 1352232-89-3
• Molecular Formula: C₂₇H₃₀N₆O₄S₂
• Molecular Weight: 566.705
• Mol file: 1352232-89-3.mol

Synonyms:(3R)-3-methyl-4-(6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine

Chemical Property of (3R)-3-methyl-4-(6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-3-methyl-4-(6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine

There total 17 articles about (3R)-3-methyl-4-(6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 58.0%

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (916176-50-6) + (3R)-4-(2-chloro-6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)pyrimidin-4-yl)-3-methylmorpholine (1352282-87-1) → (3R)-3-methyl-4-(6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine (1352232-89-3)

Guidance literature:

With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 90 ℃; for 2h; Inert atmosphere;

Reference yield:

[2-chloro-6-[(3R)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methanol (1233339-70-2) → (3R)-3-methyl-4-(6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine (1352232-89-3)

Guidance literature:

Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 1.58 h / 25 °C

2: lithium iodide / 1,4-dioxane / 1 h / 107 °C

3: N,N-dimethyl-formamide / 1 h / 20 °C

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.17 h / 25 °C

5: magnesium oxide; [bis(acetoxy)iodo]benzene / dirhodium tetraacetate / dichloromethane / 96 h / 20 °C

6: sodium hydroxide / tetraoctyl ammonium bromide / 2-methyltetrahydrofuran / 24 h / 20 °C / Inert atmosphere

7: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 2 h / 90 °C / Inert atmosphere

With [bis(acetoxy)iodo]benzene; magnesium oxide; sodium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; lithium iodide; bis-triphenylphosphine-palladium(II) chloride; dirhodium tetraacetate; tetraoctyl ammonium bromide; In 2-methyltetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

[2-chloro-6-[(3R)-3-methylmorpholin-4-yl]pyrimidin-4-yl]methyl methanesulfonate (1233339-71-3) → (3R)-3-methyl-4-(6-(1-((R)-S-methylsulfonimidoyl)cyclopropyl)-2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrimidin-4-yl)morpholine (1352232-89-3)

Guidance literature:

Multi-step reaction with 6 steps

1: lithium iodide / 1,4-dioxane / 1 h / 107 °C

2: N,N-dimethyl-formamide / 1 h / 20 °C

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.17 h / 25 °C

4: magnesium oxide; [bis(acetoxy)iodo]benzene / dirhodium tetraacetate / dichloromethane / 96 h / 20 °C

5: sodium hydroxide / tetraoctyl ammonium bromide / 2-methyltetrahydrofuran / 24 h / 20 °C / Inert atmosphere

6: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 2 h / 90 °C / Inert atmosphere

With [bis(acetoxy)iodo]benzene; magnesium oxide; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; lithium iodide; bis-triphenylphosphine-palladium(II) chloride; dirhodium tetraacetate; tetraoctyl ammonium bromide; In 2-methyltetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

1H-Pyrrolo[2,3-b]pyridine-7-oxide

7-Azaindole

2,6-dichloropyrimidine-4-carboxylic acid methyl ester

4-bromo-7-azaindole

Downstream raw materials:

4-[4-[1-[[S(R)]-S-methylsulfonimidoyl]cyclopropyl]-6-[(3R)-3-methyl-4-morpholinyl]-2-pyrimidinyl]-1H-pyrrolo[2,3-b]pyridine